2-tert-Butyl-6-Phenylphenol

Base Information

• Chemical Name: 2-tert-Butyl-6-Phenylphenol
• CAS No.: 2416-98-0
• Molecular Formula: C16H18 O
• Molecular Weight: 226.318
• Hs Code.: 2907199090
• European Community (EC) Number: 219-331-9
• DSSTox Substance ID: DTXSID90178868
• Nikkaji Number: J104.633K
• Wikidata: Q72502440
• Mol file: 2416-98-0.mol

Synonyms:3-tert-butylbiphenyl-2-ol;2416-98-0;2-tert-Butyl-6-Phenylphenol;2-Biphenylol, 3-tert-butyl-;EINECS 219-331-9;3-(1,1-Dimethylethyl)(1,1'-biphenyl)-2-ol;[1,1'-Biphenyl]-2-ol,3-(1,1-dimethylethyl)-;[1,1'-Biphenyl]-2-ol, 3-(1,1-dimethylethyl)-;(1,1'-Biphenyl)-2-ol, 3-(1,1-dimethylethyl)-;3-(1,1-DIMETHYLETHYL)[1,1'-BIPHENYL]-2-OL;2-t-butyl-6-phenylphenol;SCHEMBL2914433;DTXSID90178868;Phenol, 2-tert-butyl-6-phenyl-;3-tert-Butyl[1,1'-biphenyl]-2-ol #

Chemical Property of 2-tert-Butyl-6-Phenylphenol

Chemical Property:

• Refractive Index: 1.4970 (estimate)
• Boiling Point: 327.93°C (rough estimate)
• PKA: 11.36±0.10(Predicted)
• Flash Point: 155.4oC
• PSA: 20.23000
• Density: 0.9955 (rough estimate)
• LogP: 4.35670
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 226.135765193
• Heavy Atom Count: 17
• Complexity: 234

Purity/Quality:

98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=CC(=C1O)C2=CC=CC=C2

Technology Process of 2-tert-Butyl-6-Phenylphenol

There total 7 articles about 2-tert-Butyl-6-Phenylphenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

bromobenzene (108-86-1,52753-63-6) + 2-tert-Butylphenol (88-18-6) → 3-(tert-butyl)[1,1'-biphenyl]-2-ol (2416-98-0) + 3-tert-butyl[1,1';2',1'']terphenyl-2-ol

Guidance literature:

With tris(triphenylphosphine)rhodium(I) chloride; P(iPr)2(O-C₆H₄-2-tBu); caesium carbonate; In toluene; for 18h; Heating;

DOI:10.1002/anie.200390037

Reference yield: 39.0%

2-tert-Butylphenol (88-18-6) + mesityl(phenyl)iodonium triflouromethanesulfonate (144930-50-7) → 3-(tert-butyl)[1,1'-biphenyl]-2-ol (2416-98-0)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; lithium tert-butoxide; Hexamethylphosphorous triamide; In acetonitrile; at 130 ℃; for 12h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2017.03.055

Reference yield: 34.0%

2-tert-Butylphenol (88-18-6) + Diphenyliodonium triflate (66003-76-7) → 3-(tert-butyl)[1,1'-biphenyl]-2-ol (2416-98-0)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; lithium tert-butoxide; Hexamethylphosphorous triamide; In acetonitrile; at 130 ℃; for 12h; regioselective reaction;

DOI:10.1016/j.tet.2017.03.055

upstream raw materials:

bromobenzene

2-tert-Butylphenol

1,3,5-trimethyl-benzene

iodobenzene

Downstream raw materials:

CH₃Al{((H₃C)3C)(C₆H₅)C₆H₃O}2

Refernces

• 1、 Liu, Qi-Sheng,Wang, De-Yin,Yang, Jin-Fei,Ma, Zhong-Yi,Ye, Mengchun. "P(NMe2)3-promoted ortho-selective arylation of phenols with diaryliodonium triflates via rhodium catalysis". . p. 3591 - 3595. Retrieved 2017/06/13.